17629-27-5

Basic information

• Product Name: 3-(4-CHLOROPHENYL)-5-METHYL-1H-PYRAZOLE
• Synonyms: SALOR-INT L232963-1EA;3-(4-CHLOROPHENYL)-5-METHYL-1H-PYRAZOLE
• CAS NO: 17629-27-5
• Molecular Formula: C₁₀H₉ClN₂
• Molecular Weight: 192.64
• Mol File: 17629-27-5.mol
• Article Data: 15

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3-(4-CHLOROPHENYL)-5-METHYL-1H-PYRAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(4-CHLOROPHENYL)-5-METHYL-1H-PYRAZOLE(17629-27-5)
• EPA Substance Registry System: 3-(4-CHLOROPHENYL)-5-METHYL-1H-PYRAZOLE(17629-27-5)

Safety Data

• Hazardous Substances Data: 17629-27-5(Hazardous Substances Data)

Upstream product

• 93214-77-8 5-(4-Chloro-phenyl)-3-methyl-3,4-dihydro-2H-pyrazol-3-ol 
• 3160-40-5 4-(4-chlorophenyl)-3-buten-2-one 
• 104-88-1 4-chlorobenzaldehyde 
• 99-91-2 para-chloroacetophenone 
• 6302-55-2 1-(4'-chlorophenyl)-1,3-butanedione 
• 623-03-0 4-Cyanochlorobenzene 
• 90861-47-5 (Z)-1-(4-Chloro-phenyl)-3-{N'-[1-phenyl-eth-(Z)-ylidene]-hydrazino}-but-2-enylideneamine 
• 196953-02-3 1-(4-chlorophenyl)buta-2,3-dien-1-one 
• 112778-99-1 1-(4-chlorophenyl)-3-(dimethylamino)but-2-en-1-one 
• 107914-69-2 (E)-N-(4-Chlorbenzoyl)-DL-2-phenylglycin-2-methyl-3-phenyl-2-propenylester 
• 28172-56-7 2-(4-chlorobenzamido)-2-phenylacetic acid 
• 107914-74-9 (E)-2-(4-Chlorphenyl)-2-(2-methyl-3-phenyl-2-propenyl)-4-phenyl-5(2H)-oxazolon 
• 93214-73-4 3-(4-Chloro-phenyl)-5-methyl-3,4-dihydro-2H-pyrazol-3-ol 

Downstream Products

• 1164165-98-3 4,5-bis[3-(4-chlorophenyl)-5-methyl-1H-pyrazol-1-yl]-2-methyl-3(2H)-pyridazinone 
• 1262511-67-0 2-[3-(4-chloro-phenyl)-5-methyl-pyrazol-1-yl]-4-[1-(5-fluoro-pyridin-2-yl)-meth-(Z)-ylidene]cyclopentane-1,3-dione 
• 1262511-70-5 2-[3-(4-chloro-phenyl)-5-methyl-pyrazol-1-yl]-4-[1-(5-fluoro-pyridin-2-yl)-meth-(E)-ylidene]cyclopentane-1,3-dione 
• 1430100-74-5 1-(3'-phenylquinoxalin-2'-yl)-3-(4-chlorophenyl)-5-methylpyrazole 
• 1000189-58-1 1-(3'-methylquinoxalin-2'-yl)-3-(4-chlorophenyl)-5-methylpyrazole 
• 1262512-19-5 5-[3-(4-chloro-phenyl)-5-methyl-pyrazol-1-yl]-4-oxo-pentanoic acid methyl ester 
• 1262511-72-7 2-[3-(4-chloro-phenyl)-5-methyl-pyrazol-1-yl]-4-(5-fluoro-pyridin-2-ylmethyl)cyclopentane-1,3-dione 
• 1262511-64-7 2-[3-(4-chloro-phenyl)-5-methyl-pyrazol-1-yl]-4-(tetrahydro-pyran-4-ylmethyl)cyclopentane-1,3-dione 
• 1262511-61-4 2-[3-(4-chloro-phenyl)-5-methyl-pyrazol-1-yl]-4-[1-(tetrahydro-pyran-4-yl)-meth-(E)-ylidene]-cyclopentane-1,3-dione 
• 1262512-23-1 2-[3-(4-chloro-phenyl)-5-methyl-pyrazol-1-yl]-3-methoxy-cyclopent-2-enone 
• 1262512-21-9 2-[3-(4-chloro-phenyl)-5-methyl-pyrazol-1-yl]-cyclopentane-1,3-dione 

Relevant articles and documents

Discovery of pyrazole N-aryl sulfonate: A novel and highly potent cyclooxygenase-2 (COX-2) selective inhibitors

Based on a new pyrazole sulfonate synthetic method, a novel class of molecules with a basic structure of pyrazole N-aryl sulfonate have been designed and synthesized. The interest in conducting intensive research stems from quite evident anti-inflammatory effects exhibited by the compounds in preliminary animal experiments. A series of compounds were synthesized by different substitutions of the R1, R2, and R3 groups. Within the series, 4-iodophenyl 5-methyl-3-(p-tolyl)-1H-pyrazole-1-sulfonate and phenyl 5-methyl-3-(4-(trifluoromethyl) phenyl)-1H-pyrazole-1-sulfonate exhibited excellent anti-inflammatory activity (% inhibition of auricular edemas = 27.0 and 35.9, respectively); the in vivo analgesic activity of phenyl 5-methyl-3-(p-tolyl)-1H-pyrazole-1-sulfonate and 2-chlorophenyl 5-methyl-3-(p-tolyl)-1H-pyrazole-1-sulfonate was confirmed to be effective (inhibition ratio of writhing = 50.7% and 48.5% separately), and compounds phenyl 5-methyl-3-(p-tolyl)-1H-pyrazole-1-sulfonate, 4-iodophenyl 5-methyl-3-(p-tolyl)-1H-pyrazole-1-sulfonate and 2-chlorophenyl 5-methyl-3-(p-tolyl)-1H-pyrazole-1-sulfonate were identified as selective COX-2 inhibitors (SI = 455, 10,497 and >189 severally). In Acute Oral Toxicity assays conducted in vivo, the lethal dose 50 (LD50) of 4-iodophenyl 5-methyl-3-(p-tolyl)-1H-pyrazole-1-sulfonate and 2-chlorophenyl 5-methyl-3-(p-tolyl)-1H-pyrazole-1-sulfonate to mice was >2000 mg/kg BW.

Discovery of novel 5-methyl-1H-pyrazole derivatives as potential antiprostate cancer agents: Design, synthesis, molecular modeling, and biological evaluation

Androgen receptor (AR) signaling functions as a core driving force for the progression of prostate cancer (PCa), and AR has been proved to be an effective therapeutic target even for castration-resistant prostate cancer (CRPC). Herein, structural modification via a fragments splicing strategy was performed based on two lead compounds T3 and 10e, leading to the discovery of a series of 5-methyl-1H-pyrazole derivatives. AR reporter gene assay revealed compounds A13 and A14 as potent AR antagonists. Some of the compounds in this series inhibited growth of PCa LNCaP cells more efficiently than enzalutamide. A13 and A14 also showed improved metabolic stability compared with 10e in human liver microsomes.

Clean and efficient synthesis of pyrazole derivatives in aqueous media

A series of 5-aryl-1H-pyrazole derivatives were synthesized via the reaction of 3-(dimethylamino)-1-arylprop-2-en-1-one with hydrazine in aqueous media without using any catalyst. This method has the advantages of easier work-up, mild reaction condition, high yields, and an environmentally benign procedure.